Supriya Biswas
Professor, Department of Applied Chemistry, SSGI, Junwani, Bhilai, Chhattisgarh
Mridu Majumdar
Assistant Professor, Department of Chemistry, Central college of Engg. & Mgmt. Raipur.
Download PDFThe acidic hydrolysis of carboxylate ester (Ethylchloro acetate) in the presence of different surfactants has been studied. The rate of hydrolysis of this ester was determined under pseudo first order condition in which the concentration of HCl was kept in large excess over the [ester]. The cationic micelles of cetyltrimethylammonium bromide (CTAB) and cetylpyridinium chloride (CPC) enhanced the rate of hydrolysis of esters to a maximum value and thereafter, the increasing concentration of surfactant decreased the reaction rate. The anionic micelles of sodium dodecyl sulfate (SDS) and (LDS) inhibited the rate of the hydrolysis. The reaction proceeds through the attack of H+ ions on the carbonyl carbon forming tetrahedral intermediate. The tetrahedral intermediate is unstable and collapses immediately to yield respective acid and alcohol. The micelles influence the stability of tetrahedral intermediate, in turn, altering the rate of hydrolysis. The nonionic micelles of TritonX-100 and Brij-35 relatively small retard the rate of acid catalysed hydrolysis of Ethylchloroacetate. The variation in the rate of hydrolysis by micelles was treated by considering the pseudophase ion-exchange model.
Keywords: Ethylchloro acetate, Cationic micelles, Anionic micelles, Acidic hydrolysis, Micellar catalysis
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